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ChemicalBook CAS DataBase List Isotretinoin
4759-48-2

Isotretinoin synthesis

9synthesis methods
Preparation of isotretinoin in a single step from β-ionone and ethyl chloride are first reacted together after which the product is further reacted with triphenylphosphine to obtain Triphenyl salt. The Triphenyl salt is further reacted with cyclopentenone derivative to produce isotretinoin and its 8Z isomer. separate out the 8Z isomer and convert it to isotretinoin through isomerization with the help of nitric acid.
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Yield:-

Steps:

Multi-step reaction with 4 steps
1: 1.) ethylmagnesium bromide / 1.) THF, r.t., 1.5 h; 2.) THF, r.t., 1 h
2: 81 percent / LiAlH4 / tetrahydrofuran; diethyl ether / 55 °C
3: 60 percent / LiAlH4, titanium trichloride, triethylamine / tetrahydrofuran; diethyl ether / 0.5 h / 50 °C

References:

Solladie, G.;Berl, V. [Bulletin de la Societe Chimique de France,1993,vol. 130,p. 568 - 574]

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